Duggan had an encounter with former Slamboree partner VK Wallstreet on the August 15, 1996 edition of Clash of the Champions, which Wallstreet won.[58] At World War 3,
he unsuccessfully participated in a three ring 60 man battle royal to
determine the #1 contender to the WCW World Heavyweight Championship.[59] Duggan had no major pay-per-view matches for over two years before he disappeared in 1998 after he was diagnosed with kidneycancer.[2][4]

[edit]World Television Champion, Team Canada and departure (2000–2001)

During this period, he found the World Television Championship in a trash can, which had been thrown away by the previous champion Scott Hall earlier and claimed it for himself. He would make title defenses exclusively on Saturday Night, and remained champion until the title was deactivated.[2][4][9][10] During this time, Duggan lost confidence in himself as a wrestler. On an episode of Nitro, Duggan was attacked by a then heelGoldberg. Duggan then challenged Goldberg to a match and suffered a classic Goldberg beatdown before falling victim to the spear and Jackhammer. After WCW was rebooted and the nWo storyline ended, it was replaced by two new factions in WCW called the Millionaire's Club and the New Blood, which began feuding with one another.[4]
The Millionaire's Club consisted of veterans and the New Blood
consisted of young wrestlers of the 1990s. Duggan joined the
Millionaire's Club and helped them in their war against the New Blood.

Near the end of his career in WCW, he became involved in more major storylines, including one that involved him turningheel by abandoning the patriotic gimmick for a short time to join Lance Storm and his factionTeam Canada.[4] This was the first time Duggan worked as a heel since breaking away from the Rat Pack in Mid-South Wrestling. This angle began when Duggan started working with the Misfits In Action (MIA) but at Fall Brawl, he turned on MIA's leader U.S. Champion General Rection during Rection's title defense against Team Canada's Lance Storm. Duggan was the special guest enforcer
for the match, and helped Storm in winning the match. During this time
Duggan shaved his trademark beard, didn't bring his trademark 2x4 to the
ring, and sang "O Canada" (badly). At Halloween Havoc, Duggan and Storm teamed up against General Rection in a handicap match for Storm's U.S. Title. Duggan missed an attack on Rection, which led to Rection pinning Duggan to win the match.[4][63] Duggan continued to unintentionally cost Team Canada many of their victories,[4] but he helped Storm to defeat The Cat in a match at Starrcade. However, after the match, Team Canada turned on Duggan, who then began feuding with Team Canada, and at Sin he was the special guest referee
in a Penalty Box match between Team Canada and the Filthy Animals.
Despite Duggan's role as the referee, Team Canada won the match after
Storm forced Kidman to submit.[4][64]

Duggan waving an Australian flag during his ring entrance in Australia, 2007, with his 2x4 in the corner

Duggan appeared on the October 3, 2005 edition of Raw, dubbed "The Homecoming" along with several other WWF/E alumni. He and the other legends would end up attacking Rob Conway after Conway came to the ring and insulted them.[2][4][67] He was also one of the "legends" available for fans to select to team with Eugene in a match at Taboo Tuesday to face the team of Conway and Tyson Tomko (Jimmy Snuka was chosen instead of Duggan).[2][4][68] He returned to WWE again after Royal Rumble, with a message from John Cena to Lita after Edge lost the WWE Championship: "HOOOOO!"[2][4][69] Duggan and Edge began a short feud with each other which culminated in a match that occurred two weeks later on Raw, which Edge went on to win after Lita provided a distraction.[2][4][70]

After feuding with Edge and Lita, he became mentor and tutor to Eugene and the two feuded with the Spirit Squad. He began working on Heat but also made a few appearances on Raw with Eugene and The Highlanders. On the November 6 edition of Raw,
Duggan and Eugene faced the Spirit Squad in a match with the
stipulation that the losing team would disband and never team up again.
After Duggan was caught off guard after the other Spirit Squad members
interfered and then pinned for the win, Eugene snapped and attacked
"Hacksaw", signaling Eugene's first heel turn in WWE.[2][71] He started a feud with Eugene, and three weeks later, the two had a match with each other, which Eugene easily won.[2][72] On the December 18 edition of Raw, Duggan participated in a number one contender's battle royal with the winner facing WWE ChampionJohn Cena in the main event for the WWE Title, which was won by Duggan's former rival Edge.[73]

At New Year's Revolution, Duggan teamed with Super Crazy in a tag team turmoil match to determine the number one contenders to the World Tag Team Championship, in a losing effort.[2][74][75] On the January 15 edition of Raw, Duggan was dragged out by Rated-RKO (Edge and Randy Orton) and was beaten to a pulp.[76]
Edge and Orton feared Duggan would help out Shawn Michaels in a
handicap match (referencing, without explanation for viewers, the fact
that both Duggan and Michaels were in Mid-South Wrestling together 20
years earlier) and wanted to set an example for anyone else backstage
that wished to do the same.[76] On the March 5 edition of Raw, he faced Chris Masters in a Masterlock Challenge, but was unable to break the hold.[2][77]

After months of wrestling on Heat, Duggan returned to Raw in July, teaming up with The Sandman and feuding with Carlito and William Regal. This team was short lived as Duggan soon returned to Heat[2][78] and Sandman was soon released from his contract with WWE. On the August 6 edition of Raw, Duggan was a contestant in the WWE Dating Game, a parody of The Dating Game. However, Duggan lost when Maria chose Ron Simmons.[2][79] On September 17, Duggan suffered a knee injury.

On December 31, he lost a 2008 Royal Rumble qualifying match to the returning Umaga.[2][80] After that, he began primarily appearing on Heat once again, defeating locals and teaming with Super Crazy. On the March 17 edition of Raw, he participated in a 17-on-2 handicapelimination tag team match as part of the 17 members of the Raw roster against John Cena and Randy Orton. After Cody Rhodes was eliminated, all the remaining Raw superstars attacked Cena and Orton, resulting in their disqualification.[81] Duggan also took part in a 12-on-12 tag team preview match on the March 25 edition of ECW.[82] The match was a preview for a WWE.com exclusive match, a 24-man battle royal held just before WrestleMania XXIV aired to determine the #1 contender for an ECW Championship match. The match was eventually won by Kane.[83]

In the summer of 2008, Duggan started a short feud with Cody Rhodes and Ted DiBiase
after Rhodes and DiBiase tried to convince Duggan to retire and let the
young talent run the show. Soon after, Duggan would come out and
announce that he would take Rhodes and DiBiase's advice and retire, but Jerry "The King" Lawler stopped him by convincing Duggan to stay. Duggan and Lawler then wrestled Rhodes and DiBiase on the August 25, 2008 edition of Raw, but lost the match. On the October 20 edition of Raw, Duggan confronted Santino Marella and Beth Phoenix during one of Marella's tirades against his three possible opponents at Cyber Sunday (Roddy Piper, Goldust,
and The Honky Tonk Man). Upset at being interrupted, Marella took off
his clothes, getting ready to fight Duggan. Yet before a fight could
begin, Marella instructed Phoenix to throw the clothes in Duggan's face,
a move that temporarily distracted Duggan. Marella then smashed a guitar over Duggan's head, ending the segment.

In 2009, Duggan appeared in the 2009 Royal Rumble match, entering at #29 and setting a record for the most years between Royal Rumble appearances. He was eliminated from the match by The Big Show. Since then, he was involved in the WWE.com exclusive show, Top Rope Theater, which ended when Cryme Tyme was drafted to SmackDown in 2009. After Top Rope Theater, Duggan began wrestling on Raw house shows but never reappeared on television. On the August 10 episode of Raw, Duggan made his final televised appearance as Sgt. Slaughter had him come out in place of Bret Hart, due to the episode taking place in Canada, when he introduced "The best there was, the best there is, and the best there ever will be" in order to mock the Canadian fans.

Since appearing on that edition of Raw, Duggan took another hiatus and eventually left WWE. He then resumed wrestling on the independent circuit.
He recently appeared on Pro Wresling Ohio's "Wrestlelution 3" where he
defeated "The Megastar" Marion Fontaine. He was managed by "Classy" Adam
Madrid for his match against Fontaine.

Duggan also appeared on WWE's "Old-School" RAW on November 15, 2010.
He came out with 2x4 in hand, and went against the Iron Sheik and
Volkoff.

In 1987, Duggan and the Iron Sheik (Khosrow Vasiri) were pulled over by New Jersey police after a WWF event, suspecting Duggan of driving under the influence.
After a search of the vehicle and the persons, police discovered that
Duggan was under the influence of marijuana and alcohol, while Vasiri
was high on cocaine. Small amounts of cocaine were also found in the
vehicle. Duggan received a conditional release while Vasiri was placed
on probation for a year. The scandal that erupted after two in-ring
enemies were found drinking and doing drugs together led to the end of
the angle, the Sheik's release, and Duggan's temporary departure from
WWF. Duggan soon returned to wrestling.[85][86][87][88][89]